Search results

Search for "in situ generation" in Full Text gives 133 result(s) in Beilstein Journal of Organic Chemistry.

Transition-metal-free one-pot synthesis of alkynyl selenides from terminal alkynes under aerobic and sustainable conditions

  • Adrián A. Heredia and
  • Alicia B. Peñéñory

Beilstein J. Org. Chem. 2017, 13, 910–918, doi:10.3762/bjoc.13.92

Graphical Abstract
  • of diselenides as starting reagents, under an oxygen atmosphere and using PEG 200 as the solvent. This procedure involves the in situ generation of dialkyl diselenides through a K3PO4-assisted reaction of an alkyl selenocyanate obtained by a nucleophilic substitution reaction between KSeCN and alkyl
PDF
Album
Supp Info
Full Research Paper
Published 16 May 2017

Novel β-cyclodextrin–eosin conjugates

  • Gábor Benkovics,
  • Damien Afonso,
  • András Darcsi,
  • Szabolcs Béni,
  • Sabrina Conoci,
  • Éva Fenyvesi,
  • Lajos Szente,
  • Milo Malanga and
  • Salvatore Sortino

Beilstein J. Org. Chem. 2017, 13, 543–551, doi:10.3762/bjoc.13.52

Graphical Abstract
  • being excited with visible light, the PS – while reverting to the ground state – transfers the energy of its lowest excited triplet state to nearby molecular oxygen. This leads to an in situ generation of singlet oxygen (1O2), which is the main responsible species for cytotoxic reactions in cells [6
PDF
Album
Supp Info
Full Research Paper
Published 15 Mar 2017

Contribution of microreactor technology and flow chemistry to the development of green and sustainable synthesis

  • Flavio Fanelli,
  • Giovanna Parisi,
  • Leonardo Degennaro and
  • Renzo Luisi

Beilstein J. Org. Chem. 2017, 13, 520–542, doi:10.3762/bjoc.13.51

Graphical Abstract
  • highly energetic reagents [79][80]. For this reason, the in situ generation of such reagents has been investigated under flow conditions. Moody and co-workers reported a new method for the in situ generation of diazo compounds as precursors of highly reactive metal carbenes (Scheme 16) [81]. As reported
PDF
Album
Review
Published 14 Mar 2017

Dimerization reactions of aryl selenophen-2-yl-substituted thiocarbonyl S-methanides as diradical processes: a computational study

  • Michael L. McKee,
  • Grzegorz Mlostoń,
  • Katarzyna Urbaniak and
  • Heinz Heimgartner

Beilstein J. Org. Chem. 2017, 13, 410–416, doi:10.3762/bjoc.13.44

Graphical Abstract
  • diaryl thiocarbonyl S-methanides 1. The in situ generation of phenyl selenophen-2-yl S-methanide (8) and its competitive reactions: 1,3-ring closure, head-to-head dimerization, and macroheterocycle 9 formation via an intermediate diradical species 8B–D. Supporting Information Supporting Information File
PDF
Album
Supp Info
Full Research Paper
Published 03 Mar 2017

Stabilization of nanosized titanium dioxide by cyclodextrin polymers and its photocatalytic effect on the degradation of wastewater pollutants

  • Tamás Zoltán Agócs,
  • István Puskás,
  • Erzsébet Varga,
  • Mónika Molnár and
  • Éva Fenyvesi

Beilstein J. Org. Chem. 2016, 12, 2873–2882, doi:10.3762/bjoc.12.286

Graphical Abstract
  • cyclodextrin polymer (CDP) using KMnO4 [19]. Advanced oxidation processes (AOPs) based on in situ generation of highly reactive species can mineralize organic contaminants into relatively harmless compounds. Research activities have been recently focused on photocatalysis belonging to these AOP techniques [20
PDF
Album
Full Research Paper
Published 28 Dec 2016

Enzymatic synthesis and phosphorolysis of 4(2)-thioxo- and 6(5)-azapyrimidine nucleosides by E. coli nucleoside phosphorylases

  • Vladimir A. Stepchenko,
  • Anatoly I. Miroshnikov,
  • Frank Seela and
  • Igor A. Mikhailopulo

Beilstein J. Org. Chem. 2016, 12, 2588–2601, doi:10.3762/bjoc.12.254

Graphical Abstract
  • , 6-azathymine and 6-aza-2-thiothymine was studied using dG and E. coli purine nucleoside phosphorylase (PNP) for the in situ generation of 2-deoxy-α-D-ribofuranose-1-phosphate (dRib-1P) followed by its coupling with the bases catalyzed by either E. coli thymidine (TP) or uridine (UP) phosphorylases
PDF
Album
Supp Info
Full Research Paper
Published 01 Dec 2016

Sydnone C-4 heteroarylation with an indolizine ring via Chichibabin indolizine synthesis

  • Florin Albota,
  • Mino R. Caira,
  • Constantin Draghici,
  • Florea Dumitrascu and
  • Denisa E. Dumitrescu

Beilstein J. Org. Chem. 2016, 12, 2503–2510, doi:10.3762/bjoc.12.245

Graphical Abstract
  • pyridinium salts used in the synthesis of sydnone-indolizine hybrids could be transformed into sydnone-indolizines connected via a keto group. The transformation was achieved by a one-pot procedure implying the in situ generation of sydnone-pyridinium N-ylides followed by 1,3-dipolar cycloaddition reaction
PDF
Album
Supp Info
Full Research Paper
Published 23 Nov 2016

The in situ generation and reactive quench of diazonium compounds in the synthesis of azo compounds in microreactors

  • Faith M. Akwi and
  • Paul Watts

Beilstein J. Org. Chem. 2016, 12, 1987–2004, doi:10.3762/bjoc.12.186

Graphical Abstract
PDF
Album
Supp Info
Full Research Paper
Published 06 Sep 2016

Stereo- and regioselectivity of the hetero-Diels–Alder reaction of nitroso derivatives with conjugated dienes

  • Lucie Brulíková,
  • Aidan Harrison,
  • Marvin J. Miller and
  • Jan Hlaváč

Beilstein J. Org. Chem. 2016, 12, 1949–1980, doi:10.3762/bjoc.12.184

Graphical Abstract
  • led to the development of a catalytic version of this cycloaddition. In principle, there are two conceptually different approaches for the catalytic hetero-Diels–Alder reaction reported in the literature [135], which will be exemplified below. a) The first approach is based on the in situ generation
  • are able to complex a nitroso derivative with chiral ligands (Scheme 37). Approach based on the in situ generation and trapping of an intermediate acylnitroso dienophile: This approach is exemplified by the results of the Iwasa group from 2008. They performed asymmetric hetero-Diels–Alder reactions of
PDF
Album
Review
Published 01 Sep 2016

Experimental and theoretical investigations on the high-electron donor character of pyrido-annelated N-heterocyclic carbenes

  • Michael Nonnenmacher,
  • Dominik M. Buck and
  • Doris Kunz

Beilstein J. Org. Chem. 2016, 12, 1884–1896, doi:10.3762/bjoc.12.178

Graphical Abstract
  • experiment for the in situ generation of [Rh(13CO)2Cl(dipyrido[1,2-c;2',1'-e]imidazolin-6-ylidene)] (13C2a). A medium wall NMR tube was charged with a yellow solution of 6.0 mg (15 μmol) [RhCl(COD)(dipiy)] (1a) in 0.4 mL CD2Cl2 and pressurized with 6 bar of 13CO upon which a yellow precipitate formed that
  • -thaw cycles: δ 183.2 (dd, 1JRhC = 72.8 Hz, 2JCC = 6.1 Hz, cis-13CO), 186.3 (dd, 1JRhC = 54.5 Hz, 2JCC = 6.1 Hz, trans-13CO). NMR experiment for the in situ generation of [Rh(13CO)2Cl(2,10-di-tert-butyldipyrido[1,2-c;2',1'-e]imidazolin-6-ylidene)] (13C2b). A medium-wall NMR tube was charged with a
PDF
Album
Supp Info
Full Research Paper
Published 23 Aug 2016

Synthesis of the C8’-epimeric thymine pyranosyl amino acid core of amipurimycin

  • Pramod R. Markad,
  • Navanath Kumbhar and
  • Dilip D. Dhavale

Beilstein J. Org. Chem. 2016, 12, 1765–1771, doi:10.3762/bjoc.12.165

Graphical Abstract
  • -dioxabicyclo[3.2.1]octane A could be glycosylated stereoselectively with the requisite nucleobase to give β-nucleoside pyranosyl skeleton 2. The bridged bicyclic system A was visualized from the azido diol B. Thus, hydrolysis of the 1,2-acetonide functionality in B will lead to in situ generation of
PDF
Album
Supp Info
Full Research Paper
Published 05 Aug 2016

Stereoselective synthesis of tricyclic compounds by intramolecular palladium-catalyzed addition of aryl iodides to carbonyl groups

  • Jakub Saadi,
  • Christoph Bentz,
  • Kai Redies,
  • Dieter Lentz,
  • Reinhold Zimmer and
  • Hans-Ulrich Reissig

Beilstein J. Org. Chem. 2016, 12, 1236–1242, doi:10.3762/bjoc.12.118

Graphical Abstract
  • of organometallics such as lithium, magnesium or zinc organic compounds to carbonyl groups leading to alcohols is an important standard operation in organic synthesis providing high stereoselectivities in many cases. The in situ generation of the nucleophilic species from the corresponding organic
PDF
Album
Supp Info
Full Research Paper
Published 16 Jun 2016

Synthesis of highly functionalized 2,2'-bipyridines by cyclocondensation of β-ketoenamides – scope and limitations

  • Paul Hommes and
  • Hans-Ulrich Reissig

Beilstein J. Org. Chem. 2016, 12, 1170–1177, doi:10.3762/bjoc.12.112

Graphical Abstract
  • derivative 2-PyCOBt [25][26]. During an attempt to prepare β-ketoenamide 3a by in situ generation of picolinic acid chloride with thionyl chloride under heating and by amide formation of the resulting product with 2a we isolated not only the expected compound 3a but as major component the meta-chlorinated
  • (see Supporting Information File 1). The in situ generation of the acid chloride with thionyl chloride was possible without the undesired chlorination with the more electron-deficient 6-methoxycarbonyl-substituted 2-pyridine carboxylic acid delivering with 2a the desired β-ketoenamide 3g with excellent
PDF
Album
Supp Info
Full Research Paper
Published 09 Jun 2016

Synthesis of 2,1-benzisoxazole-3(1H)-ones by base-mediated photochemical N–O bond-forming cyclization of 2-azidobenzoic acids

  • Daria Yu. Dzhons and
  • Andrei V. Budruev

Beilstein J. Org. Chem. 2016, 12, 874–881, doi:10.3762/bjoc.12.86

Graphical Abstract
  • increase in the yield of 3a. In our opinion, this effect of the solvent or base on the yield of 2a may be explained by the formation of 2a through a heterocyclization of 2-azidobenzoate anions. Therefore, the role of the base in the reaction is the in situ generation of the 2-azidobenzoate anion and the
PDF
Album
Supp Info
Full Research Paper
Published 04 May 2016

Iron complexes of tetramine ligands catalyse allylic hydroxyamination via a nitroso–ene mechanism

  • David Porter,
  • Belinda M.-L. Poon and
  • Peter J. Rutledge

Beilstein J. Org. Chem. 2015, 11, 2549–2556, doi:10.3762/bjoc.11.275

Graphical Abstract
  • ][24][25][26]. Several new developments in the related hetero-Diels–Alder reaction of acylnitroso species have also been reported recently [27][28][29][30]. These methodologies generally involve in situ generation of the acylnitroso species, achieved using a variety of oxidants including vanadium- [28
PDF
Album
Supp Info
Full Research Paper
Published 11 Dec 2015

Recent advances in copper-catalyzed C–H bond amidation

  • Jie-Ping Wan and
  • Yanfeng Jing

Beilstein J. Org. Chem. 2015, 11, 2209–2222, doi:10.3762/bjoc.11.240

Graphical Abstract
  • copper(II) trifluoromethanesulfonate. The notable advantage of this protocol was that simple tosylamide had been directly used as amide nucleophile. The key point enabling the sulfonamidation transformation was the in situ generation of PhI=NTs (21) by employing PhI(OAc)2 in the reaction (Scheme 5
PDF
Album
Review
Published 17 Nov 2015

Supramolecular chemistry: from aromatic foldamers to solution-phase supramolecular organic frameworks

  • Zhan-Ting Li

Beilstein J. Org. Chem. 2015, 11, 2057–2071, doi:10.3762/bjoc.11.222

Graphical Abstract
  • sulfur-containing molecules and since the early 1990s, tetrathiafulvalene (TTF) supramolecular chemistry. Before I went to Odense, the group had developed a very useful method of in situ generation of TTF thiolate anion from cyanoethylated precursors, which greatly simplifies the modification of the TTF
PDF
Album
Review
Published 02 Nov 2015

Copper-catalyzed aerobic radical C–C bond cleavage of N–H ketimines

  • Ya Lin Tnay,
  • Gim Yean Ang and
  • Shunsuke Chiba

Beilstein J. Org. Chem. 2015, 11, 1933–1943, doi:10.3762/bjoc.11.209

Graphical Abstract
  • of Grignard reagents to carbonitriles followed by protonation as one of the methods for in situ generation of N–H ketimines, which were directly subjected to Cu-catalyzed aerobic reactions without further purification [54]. In this way, biaryl N–H ketimines generated from biaryl-2-carbonitriles were
PDF
Album
Supp Info
Full Research Paper
Published 19 Oct 2015
Graphical Abstract
  • catalyst for oxidative functionalization is comparatively less explored [11]. Notable examples of oxidative functionalization by Selectfluor include in situ generation of electrophile equivalents Cl+, Br+, SCN+ and NO2+ and their reactions with aromatics [12], the bromination of representative alkenes with
PDF
Album
Supp Info
Full Research Paper
Published 16 Sep 2015

One-pot odourless synthesis of thioesters via in situ generation of thiobenzoic acids using benzoic anhydrides and thiourea

  • Mohammad Abbasi and
  • Reza Khalifeh

Beilstein J. Org. Chem. 2015, 11, 1265–1273, doi:10.3762/bjoc.11.141

Graphical Abstract
  • . On the other hand, the usual methods for preparing thioacids involve the action of toxic and unpleasant smelling, gaseous hydrogen sulfide on carboxylic acid derivatives [46][47]. Also, thioacids as thiols have a strong and repulsive smell. The in situ generation of thioacids using odourless, easy to
  • thiourea and carboxylic acid derivatives to prepare thioacids has not yet been introduced. Hence, this work is focused on the development of new reaction sequences for the synthesis of thioacid derivatives via in situ generation of thioacids using thiourea as an inexpensive and easy to handle sulfur
  • the thioester product cannot be produced through generation of the thioacid from thiourea and benzoyl chloride. To establish a protocol for the one-pot synthesis of thioacid derivatives via in situ generation of thioacids, considerable preliminary tests were accomplished using thiourea and carboxylic
PDF
Album
Supp Info
Retraction
Full Research Paper
Published 28 Jul 2015

The synthesis of active pharmaceutical ingredients (APIs) using continuous flow chemistry

  • Marcus Baumann and
  • Ian R. Baxendale

Beilstein J. Org. Chem. 2015, 11, 1194–1219, doi:10.3762/bjoc.11.134

Graphical Abstract
  • transfer process even allowed this step to be performed on kilogram quantities of both starting materials (68, 69) at a reactor temperature of 35 °C giving the desired product 72 within a residence time of only 90 seconds. Vital to the successful outcome was the efficient in situ generation of LDA from n
PDF
Album
Review
Published 17 Jul 2015

Synthesis of nanodiamond derivatives carrying amino functions and quantification by a modified Kaiser test

  • Gerald Jarre,
  • Steffen Heyer,
  • Elisabeth Memmel,
  • Thomas Meinhardt and
  • Anke Krueger

Beilstein J. Org. Chem. 2014, 10, 2729–2737, doi:10.3762/bjoc.10.288

Graphical Abstract
  • reaction proceeds in analogy to the one for benzenic starting materials by in situ generation of the diene and reaction with surface π-bonds on the nanodiamond acting as dienophiles. The successful grafting can be monitored by the appearance of the distinct signal of nitriles in the IR spectrum at ~2225 cm
PDF
Album
Supp Info
Full Research Paper
Published 20 Nov 2014

A general metal-free approach for the stereoselective synthesis of C-glycals from unactivated alkynes

  • Shekaraiah Devari,
  • Manjeet Kumar,
  • Ramesh Deshidi,
  • Masood Rizvi and
  • Bhahwal Ali Shah

Beilstein J. Org. Chem. 2014, 10, 2649–2653, doi:10.3762/bjoc.10.277

Graphical Abstract
  • knowledge, this is the first report which descibres the in situ generation of trimethylsilylacetylene and its subsequent usage for C-alkynylation without the co-addition of a Lewis acid. The protocol may find application in a large number of reactions catalyzed by Lewis acid wherein pre-formed silylated
PDF
Album
Supp Info
Letter
Published 12 Nov 2014

Electrocarboxylation: towards sustainable and efficient synthesis of valuable carboxylic acids

  • Roman Matthessen,
  • Jan Fransaer,
  • Koen Binnemans and
  • Dirk E. De Vos

Beilstein J. Org. Chem. 2014, 10, 2484–2500, doi:10.3762/bjoc.10.260

Graphical Abstract
  • hazardous reducing agents by clean electrons. In this case, the high thermodynamic stability of CO2 is by-passed by a simple one-electron reduction at an electrode, leading to in situ generation of reactive intermediates. Often, room temperature conditions are sufficient, considering that the energy of the
PDF
Album
Review
Published 27 Oct 2014

Expedient synthesis of 1,6-anhydro-α-D-galactofuranose, a useful intermediate for glycobiological tools

  • Luciana Baldoni and
  • Carla Marino

Beilstein J. Org. Chem. 2014, 10, 1651–1656, doi:10.3762/bjoc.10.172

Graphical Abstract
  • glycosylation via the in situ generation of galactofuranosyl iodide 10 (Scheme 2) [32][33][34][35]. Galactofuranosyl iodides were not previously described, and 10 proved to be useful for the synthesis of several D-Galf-containing molecules (Scheme 2) [32]. The reported procedure consisted in the treatment of
PDF
Album
Supp Info
Full Research Paper
Published 21 Jul 2014
Other Beilstein-Institut Open Science Activities